# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2007 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Klaus Robert Koch' _publ_contact_author_address ; Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Matieland, Stellenbosch, Western Cape, 7602, South Africa ; _publ_contact_author_email krk@sun.ac.za _publ_contact_author_fax '+27 21 808 3342' _publ_contact_author_phone '+27 21 808 3020' _publ_section_title ; Cadmium (II) complexes of N,N-diethyl-N_-benzoylthio(seleno)urea as single source precursors for the preparation of CdS and CdSe nanoparticles ; loop_ _publ_author_name 'Klaus Koch' 'Jocelyn Bruce' 'Neerish Revaprasadu' data_1 _database_code_depnum_ccdc_archive 'CCDC 622749' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 N2 O Se' _chemical_formula_sum 'C12 H16 N2 O Se' _chemical_formula_weight 283.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.562(4) _cell_length_b 8.4423(17) _cell_length_c 14.824(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.93(3) _cell_angle_gamma 90.00 _cell_volume 2461.7(9) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2.6255 _cell_measurement_theta_max 28.141 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 3.032 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.607 _exptl_absorpt_correction_T_max 0.672 _exptl_absorpt_process_details '(SADABS; Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7430 _diffrn_reflns_av_R_equivalents 0.0176 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 28.24 _reflns_number_total 2851 _reflns_number_gt 2654 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0319P)^2^+1.7352P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2851 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0247 _refine_ls_R_factor_gt 0.0228 _refine_ls_wR_factor_ref 0.0592 _refine_ls_wR_factor_gt 0.0585 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Se1 Se 0.534427(7) 0.563531(18) 0.154604(10) 0.01744(7) Uani 1 1 d . . . O1 O 0.64609(6) 0.16666(13) 0.15919(8) 0.0197(2) Uani 1 1 d . . . C4 C 0.56909(8) -0.1353(2) -0.14435(12) 0.0222(3) Uani 1 1 d . . . H4 H 0.5600 -0.2127 -0.1930 0.027 Uiso 1 1 calc R . . N2 N 0.67173(6) 0.52047(15) 0.16692(9) 0.0149(2) Uani 1 1 d . . . C6 C 0.58848(8) -0.06814(18) 0.01931(12) 0.0182(3) Uani 1 1 d . . . H6 H 0.5926 -0.0995 0.0823 0.022 Uiso 1 1 calc R . . N1 N 0.59756(6) 0.36192(15) 0.05455(9) 0.0151(3) Uani 1 1 d . . . C11 C 0.68898(8) 0.63257(18) 0.24629(10) 0.0167(3) Uani 1 1 d . . . H11A H 0.6519 0.7110 0.2380 0.020 Uiso 1 1 calc R . . H11B H 0.7310 0.6904 0.2471 0.020 Uiso 1 1 calc R . . C3 C 0.57781(8) 0.0223(2) -0.16509(11) 0.0206(3) Uani 1 1 d . . . H3 H 0.5747 0.0527 -0.2279 0.025 Uiso 1 1 calc R . . C9 C 0.73018(7) 0.47124(18) 0.13411(11) 0.0163(3) Uani 1 1 d . . . H9A H 0.7198 0.3691 0.1002 0.020 Uiso 1 1 calc R . . H9B H 0.7707 0.4561 0.1891 0.020 Uiso 1 1 calc R . . C2 C 0.59117(7) 0.13576(18) -0.09391(11) 0.0173(3) Uani 1 1 d . . . H2 H 0.5962 0.2439 -0.1084 0.021 Uiso 1 1 calc R . . C12 C 0.69945(9) 0.5459(2) 0.33941(11) 0.0223(3) Uani 1 1 d . . . H12A H 0.6578 0.4886 0.3385 0.033 Uiso 1 1 calc R . . H12B H 0.7102 0.6227 0.3912 0.033 Uiso 1 1 calc R . . H12C H 0.7371 0.4707 0.3485 0.033 Uiso 1 1 calc R . . C1 C 0.59721(7) 0.09076(18) -0.00129(11) 0.0156(3) Uani 1 1 d . . . C10 C 0.74497(9) 0.5960(2) 0.06914(12) 0.0206(3) Uani 1 1 d . . . H10A H 0.7042 0.6138 0.0161 0.031 Uiso 1 1 calc R . . H10B H 0.7822 0.5597 0.0453 0.031 Uiso 1 1 calc R . . H10C H 0.7581 0.6952 0.1041 0.031 Uiso 1 1 calc R . . C8 C 0.60807(7) 0.47943(18) 0.12555(10) 0.0140(3) Uani 1 1 d . . . C7 C 0.61546(7) 0.20570(18) 0.07864(10) 0.0154(3) Uani 1 1 d . . . C5 C 0.57376(8) -0.17972(19) -0.05228(12) 0.0211(3) Uani 1 1 d . . . H5 H 0.5668 -0.2872 -0.0385 0.025 Uiso 1 1 calc R . . H1 H 0.5619 0.3803 0.0098 0.016(4) Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Se1 0.01415(9) 0.02018(10) 0.01756(10) -0.00377(5) 0.00395(6) 0.00126(5) O1 0.0214(5) 0.0168(5) 0.0181(5) 0.0010(4) 0.0014(4) -0.0006(4) C4 0.0185(7) 0.0201(8) 0.0241(8) -0.0070(6) 0.0000(6) 0.0007(6) N2 0.0155(6) 0.0123(6) 0.0166(6) -0.0005(5) 0.0043(5) -0.0001(5) C6 0.0149(7) 0.0166(8) 0.0218(8) 0.0007(6) 0.0034(6) -0.0010(5) N1 0.0155(6) 0.0133(6) 0.0142(6) -0.0011(5) 0.0007(5) 0.0015(5) C11 0.0187(7) 0.0126(7) 0.0167(7) -0.0024(6) 0.0020(6) -0.0014(6) C3 0.0193(7) 0.0230(8) 0.0174(7) -0.0019(6) 0.0021(6) 0.0020(6) C9 0.0129(6) 0.0144(7) 0.0210(7) 0.0009(6) 0.0038(6) 0.0010(5) C2 0.0154(7) 0.0146(7) 0.0208(7) 0.0001(6) 0.0036(6) 0.0012(6) C12 0.0269(8) 0.0219(8) 0.0170(7) -0.0001(6) 0.0047(7) -0.0019(6) C1 0.0110(6) 0.0151(7) 0.0194(7) -0.0017(6) 0.0025(6) 0.0007(5) C10 0.0221(8) 0.0197(8) 0.0217(8) 0.0028(6) 0.0088(6) 0.0029(6) C8 0.0164(7) 0.0119(7) 0.0130(6) 0.0011(5) 0.0030(5) 0.0011(5) C7 0.0128(6) 0.0139(7) 0.0193(7) 0.0004(6) 0.0044(6) -0.0007(5) C5 0.0183(7) 0.0137(7) 0.0287(8) -0.0012(6) 0.0025(6) -0.0008(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Se1 C8 1.8337(15) . ? O1 C7 1.2220(19) . ? C4 C3 1.389(3) . ? C4 C5 1.391(2) . ? C4 H4 0.9500 . ? N2 C8 1.3198(19) . ? N2 C11 1.4706(19) . ? N2 C9 1.4813(19) . ? C6 C5 1.385(2) . ? C6 C1 1.399(2) . ? C6 H6 0.9500 . ? N1 C7 1.3877(19) . ? N1 C8 1.4165(19) . ? N1 H1 0.8480 . ? C11 C12 1.521(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C3 C2 1.392(2) . ? C3 H3 0.9500 . ? C9 C10 1.517(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C2 C1 1.395(2) . ? C2 H2 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C1 C7 1.492(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C5 H5 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 C4 C5 119.93(15) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C8 N2 C11 121.08(13) . . ? C8 N2 C9 124.30(13) . . ? C11 N2 C9 114.43(12) . . ? C5 C6 C1 119.89(15) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? C7 N1 C8 120.19(12) . . ? C7 N1 H1 118.7 . . ? C8 N1 H1 111.3 . . ? N2 C11 C12 110.74(12) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C4 C3 C2 120.07(15) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? N2 C9 C10 110.22(12) . . ? N2 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? N2 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C3 C2 C1 120.01(15) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C2 C1 C6 119.71(15) . . ? C2 C1 C7 122.28(14) . . ? C6 C1 C7 117.96(14) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C8 N1 116.43(13) . . ? N2 C8 Se1 124.35(11) . . ? N1 C8 Se1 119.21(10) . . ? O1 C7 N1 122.03(14) . . ? O1 C7 C1 122.64(14) . . ? N1 C7 C1 115.28(13) . . ? C6 C5 C4 120.36(15) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 N2 C11 C12 87.98(17) . . . . ? C9 N2 C11 C12 -96.94(15) . . . . ? C5 C4 C3 C2 0.0(2) . . . . ? C8 N2 C9 C10 93.52(18) . . . . ? C11 N2 C9 C10 -81.38(16) . . . . ? C4 C3 C2 C1 1.3(2) . . . . ? C3 C2 C1 C6 -1.2(2) . . . . ? C3 C2 C1 C7 176.36(14) . . . . ? C5 C6 C1 C2 -0.1(2) . . . . ? C5 C6 C1 C7 -177.84(13) . . . . ? C11 N2 C8 N1 -175.45(12) . . . . ? C9 N2 C8 N1 10.0(2) . . . . ? C11 N2 C8 Se1 4.3(2) . . . . ? C9 N2 C8 Se1 -170.29(11) . . . . ? C7 N1 C8 N2 71.41(18) . . . . ? C7 N1 C8 Se1 -108.34(13) . . . . ? C8 N1 C7 O1 -6.8(2) . . . . ? C8 N1 C7 C1 175.58(12) . . . . ? C2 C1 C7 O1 -150.58(15) . . . . ? C6 C1 C7 O1 27.1(2) . . . . ? C2 C1 C7 N1 27.0(2) . . . . ? C6 C1 C7 N1 -155.37(14) . . . . ? C1 C6 C5 C4 1.4(2) . . . . ? C3 C4 C5 C6 -1.4(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 Se1 0.85 2.70 3.5318(18) 168.4 5_665 _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.525 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.067